Home in 1611 Chestnut Ave Winter Park for sale with MLS# O6449003

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

📅 View days on the market

Days on the market

1611 Chestnut Ave, Winter Park, FL 32789

Price
Price:
$985,000.00
Original List Price:
$985,000.00
List Price per Sq Ft (Calculated, Approx.):
$337.79
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6449003
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
4
Measures
Living Area:
2,916 Sqft
Built-Up Area:
3,530 Sqft
Lot Area:
7,508 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Level, City Limits, Sidewalk, Street Brick, Near Public Transit, Near Golf Course, Landscaped
Lot Size Acres:
0.17
Property Features
Waterfront:
No
Security:
Smoke Detector(s)
Furnished:
Partially
Appliances:
Dryer, Dishwasher, Disposal, Refrigerator, Washer, Electric Water Heater, Range, Range Hood, Electric Cooktop
Interior:
High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Stone Counters, Thermostat, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, Primarybedroom Upstairs, Carbon Monoxide Detector(s)
Exterior:
Courtyard, Sidewalk, Rain Gutters, Storage, Sprinkler Metered, Private Yard
Patio and Porch:
Patio
Windows:
Blinds, Double Pane Windows, Shades, Window Treatments, Aluminum Frames, Carbon Mono/detector
Other Structures:
Shed(s)
Laundry:
Washer Hookup, Inside, Laundry Room, Electric Dryer Hookup, Sink
Fireplace
Fireplace:
Family Room, Stone
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Wood, Fenced
Vegetation and Trees:
Mature Landscaping, Oak Trees
Property Entrance Faces:
South
Road Responsibility:
Public Maintained Road
Other Equipment:
Private Yard
Construction
Year Built:
1973
Roof:
Shingle
Architectural Style:
Contemporary, Custom
Levels:
Two
Construction Materials:
Block, Frame, Stucco
Flooring:
Ceramic Tile, Hardwood, Luxury Vinyl
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$3,697.24
Tax Year:
2026
Parking
Garage
Garage Spaces:
0
Attached Garage
Parking Features:
Driveway, Oversized, Ground Level, Off Street
Garage Dimensions:
22X20
Utilities
Sewer:
Public Sewer
Utilities Available:
Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected, Sprinkler Meter, Fiber Optics
Water Source:
Public
Community
Minimum Lease Term:
1-2 Years
Subdivision Name:
LAKE KNOWLES TERRACE
Community Features:
Street Lights
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
Real Estate Folio Number (Parcel Number):
32-21-30-4536-01-100
Zoning:
WP-R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Plantation Park
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
October 14, 2026 2:05 am
Active on the market since:
October 13, 2026
Listing Agreement executed on:
October 11, 2026
Listing Status Last Changed On:
October 14, 2026 2:05 am
Photos updated on:
October 15, 2026 8:59 pm
Last Modified:
October 15, 2026 8:59 pm
Additional Information
Courtesy of:
OLYMPUS EXECUTIVE REALTY INC
Attribution:
mls@oerfl.com
Road Surface Type:
Brick
Location
Street Name:
CHESTNUT
Street Number:
1611
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 36' 50''
Longitude:
W82° 40' 5.1''
Property Map

Want to schedule an in-person or virtual tour? Have questions?

Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question


Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884
Mortgage Calculator

Please note: Monthly HOA / Condo Fees Not Included. The calculator shows the listing price as home value. Update all fields at your convenience.

Calculate Your Mortgage Payment

$.00
$.00
6.5
30

Taxes and Insurance

$.00
$.00
%

Financial Analysis

%

%

$

$

$

$

$
Ver la Propiedad Ver la propiedad 1611 Chestnut Ave
Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of October 15, 2026, 8:59 PM.